4 Ideas for a Perfect First Date in Milwaukee

While we can’t make any guarantees about the chemistry of the participants, these agendas are sure things for a great first date. Just choose your vibe, from casual to romantic.

This Story is Part of MilMag‘s February Love & Sex Feature




No Pretensions

Kick back at the bar inside Vanguard (2659 S. Kinnickinnic Ave.), feast on sausages – or better yet, Durty Burgers – and watch some WWE wrestling on the telly while those “date” jitters dissipate. If things aren’t going well, you’re well positioned for a quick exit, since you paid up front at the counter.

The Vanguard




An Artsy Day Date

You could spend hours gazing at works of visual beauty (and getting to know each other) at Milwaukee Art Museum (700 N. Art Museum Dr.), but you’ll need fuel breaks. And the museum has great ones: in the lake-facing, light-strewn lower-level restaurant, whose lunch menu is often inspired by current exhibits, and at the bar/lounge, where you can get a little sit-down-convo time over wine and cheese.

The Milwaukee Art Museum




East Side Cool

Head over to Strange Town (2101 N. Prospect Ave.) for captivating plant-based (omnivore-friendly) plates and a Euro-café kind of vibe, followed by live music and classic cocktails at the intimate, loungey Jazz Estate (2423 N. Murray Ave.).

Strange Town; Photo courtesy of James Price




Fine Seafood and Moonlight

If you’re thinking dressy duds and glitzy environs, reserve a table at Third Coast Provisions (724 N. Milwaukee St.) and share the lobster rolls, daily whole fish preparation and (absolutely) dessert. End the night with one of the most spectacular views in the city. Take Water Street south to the Third Ward, hang a left at Pittsburgh and make a right on the KK River Trail, which you will take south a few blocks to Harbor View Park (600 S. Water St.). Enjoy the expanse of water, the Hoan Bridge and our skyline.

Chocolate Trifle from Third Coast Provisions
Third Coast Provisions; Photo courtesy of Third Coast Provisions

This story is part of Milwaukee Magazine’s February issue

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Ann Christenson has covered dining for Milwaukee Magazine since 1997. She was raised on a diet of casseroles that started with a pound of ground beef and a can of Campbell's soup. Feel free to share any casserole recipes with her.